Try teaming a tan plaid long sleeve shirt with beige chinos to feel infinitely confident and look neat and relaxed. Complete your look with a pair of brown suede high top sneakers to keep the ensemble fresh. As you can see here, this look is a really smart idea, especially for summer-to-fall weather, when the temperature is getting lower. Think over-50 gents can't pull off modern off-duty looks? This pairing is solid proof of otherwise.